Improvement in the regioselectivity in the ruthenium-catalyzed metathesis reaction of 2-azabicyclo[2.2.1]-hept-5-en-3-one(ABH) with allyltrimethylsilane

摘要

2-Azabicyclo[2.2.1]hept-5-en-3-one(ABH)(1) with N-trialkylsilyl group was subjected to a ring-openign cross-metathesis reaction with allyl-trimethylsilane in the presence of a ruthenium catalyst,allowing the predominate formation of rel-(3R,5S)-3-(4,4,-dimehtyl-4-silaphentyl)-5-ethylpyrrolidin-2-one (5) over rel-(3R,5S)-5-(4,4,-dimethyl-4-silapentyl)-3-ehtylpyrrolidin-2-one(6).